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Chemical Structure| 756437-41-9 Chemical Structure| 756437-41-9

Structure of 756437-41-9

Chemical Structure| 756437-41-9

5,6,7,8-Tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one

CAS No.: 756437-41-9

4.5 *For Research Use Only !

Cat. No.: A653264 Purity: 95%

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Product Details of [ 756437-41-9 ]

CAS No. :756437-41-9
Formula : C7H9N3O
M.W : 151.17
SMILES Code : O=C1C(CNCC2)=C2N=CN1
MDL No. :MFCD08273930

Safety of [ 756437-41-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 756437-41-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 756437-41-9 ]

[ 756437-41-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 109229-22-3 ]
  • [ 756437-41-9 ]
YieldReaction ConditionsOperation in experiment
77.6% With formic acid; triethylamine;palladium dihydroxide; In methanol; at 60 - 65℃; for 3.25h; A mixture of <strong>[109229-22-3]6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one</strong> (Intermediate 2, 18.0 g, 0.0738 mol), triethylamine (48 mL, 0.34 mol) Palladium hydroxide (10 g, 0.07 mol) in methanol (242 mL, 5.91 mol) was heated to 60 C. Formic acid (7.6 mL, 0.20 mol) was added dropwise to the mixture over a 15 minute period. The mixture was heated at at 65 C. for three hours, allowed to cool, and filtered over Celite. The filtrate was concentrated under reduced vacuum to yield the title compound as a yellow solid which was used directly in the next reaction. (9.62 g, 77.6%). MS:M+H=152.2.
77.6% INTERMEDIATE 3 4-Chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidineA. 5,6,7,8-Tetrahydro-3H-pyrido[4,3-d]pyrimidin-4-one[00275] A mixture of <strong>[109229-22-3]6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one</strong>(Intermediate 1, 18.0 g, 0.0738 mol), triethylamine (48 mL, 0.34 mol), palladium hydroxide (10 g, 0.07 mol) in methanol (242 mL) was heated to 60 0C. Formic acid (7.6 mL, 0.20 mol) was added dropwise to the mixture over a 15 minute period. The mixture was heated at 65 0C for three hours, allowed to cool, and filtered over Celite. The filtrate was concentrated under vacuum to yield the title compound as a yellow solid which was used as such for the next step (9.62 g, 77.6 %). MS: 152.2 [M+l]+.
With formic acid; triethylamine;palladium(II) hydroxide; In methanol; at 60℃; for 5.5h; Step B:To a solution of compound 1 (100 g, 0.415 mol), Pd(OH) 2 (23 g), and TEA (200 g, 2.07 mol) in MeOH(1500 mL) was added HCOOH (50 mL) dropwise at 60C over 30 mins and after addition, the mixture was stirred at 60C for additional 5 hours. The reaction mixture was cooled to room temperature and filtered over Celite. The filtrate was concentrated to yield the title compound 2 (65 g) as a yellow solid which was used directly in the next reaction. MS (ESEI): 152 (M+H)+.
With formic acid; triethylamine;10 wt% Pd(OH)2 on carbon; In methanol; at 60℃; for 5.5h; To a solution of compound 1 (100 g, 0.415 mol),.Pd(OH)2 (23 g), and TEA (200 g, 2.07 mol) in MeOH (1500 mL) was added HCOOH (50 mL) dropwise at 60*0 over 30 mins and after addition, the mixture was stirred at 60C for additional 5 hours. The reaction mixture was cooled to room temperature and filtered over Celite. The filtrate was concentrated to yield the title compound 2 (65 g) as a yellow solid which was used directly in the next reaction. MS (ESEI): 152 (M+H)+.

 

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